5-cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid → 5-Cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid (1-hydroxy-cyclobutylmethyl)amide

HRID 2242378Notes

Reaction equation

HRID 2242378 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]([F:23])([F:22])[F:21])[CH:14]=1)[C:7]([C:24]([OH:26])=O)=[CH:6]2)#[N:2].Cl.[NH2:28][CH2:29][C:30]1([OH:34])[CH2:33][CH2:32][CH2:31]1>>[OH:34][C:30]1([CH2:29][NH:28][C:24]([C:7]2[N:8]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]([F:21])([F:23])[F:22])[CH:14]=3)[C:9]3[C:5]([CH:6]=2)=[CH:4][C:3]([C:1]#[N:2])=[CH:11][CH:10]=3)=[O:26])[CH2:33][CH2:32][CH2:31]1

Participants

3

Reactant 2

HCID 685431065-cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acidHCID 685467221-(Aminomethyl)cyclobutanol hydrochloride

Product 1

HCID 592053985-Cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid (1-hydroxy-cyclobutylmethyl)amide

Procedure

The title compound was prepared using 5-cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid [prepared from 3-(trifluoromethoxy)benzyl bromide and ethyl 5-cyanoindole-2-carboxylate] in a manner similar to that described in Example 11, and 1-aminomethyl-cyclobutanol hydrochloride (prepared from cyclobutanone and trimethylsilyl cyanide) in a manner similar to that described in Example 65.

Sources & evidence

ORD record
ord-29e278c50f79487f9141c138595a8716
Source dataset
uspto-grants-2010_03
Patent number
US07671080B2

Reaction notes

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